FI114986B - Menetelmä tärkkelysestereiden valmistamiseksi, tärkkelysesterit ja tärkkelysesterikoostumukset - Google Patents
Menetelmä tärkkelysestereiden valmistamiseksi, tärkkelysesterit ja tärkkelysesterikoostumukset Download PDFInfo
- Publication number
- FI114986B FI114986B FI971912A FI971912A FI114986B FI 114986 B FI114986 B FI 114986B FI 971912 A FI971912 A FI 971912A FI 971912 A FI971912 A FI 971912A FI 114986 B FI114986 B FI 114986B
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- FI
- Finland
- Prior art keywords
- starch
- ester
- esters
- starch ester
- vinyl
- Prior art date
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- 229920002472 Starch Polymers 0.000 title claims abstract description 160
- 235000019698 starch Nutrition 0.000 title claims abstract description 159
- 239000008107 starch Substances 0.000 title claims abstract description 139
- 150000002148 esters Chemical class 0.000 title claims abstract description 129
- 239000000203 mixture Substances 0.000 title claims abstract description 33
- 238000000034 method Methods 0.000 title claims description 34
- 238000002360 preparation method Methods 0.000 title claims description 13
- 229920001567 vinyl ester resin Polymers 0.000 claims abstract description 35
- 239000003054 catalyst Substances 0.000 claims abstract description 18
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 18
- 238000006467 substitution reaction Methods 0.000 claims abstract description 16
- 239000011356 non-aqueous organic solvent Substances 0.000 claims abstract description 13
- 230000032050 esterification Effects 0.000 claims abstract description 12
- 238000005886 esterification reaction Methods 0.000 claims abstract description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 10
- 238000004519 manufacturing process Methods 0.000 claims abstract description 5
- 239000004014 plasticizer Substances 0.000 claims description 23
- -1 organic acid salts Chemical class 0.000 claims description 15
- 125000000391 vinyl group Chemical class [H]C([*])=C([H])[H] 0.000 claims description 11
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- 239000000945 filler Substances 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
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- 229910003475 inorganic filler Inorganic materials 0.000 claims description 4
- 150000007524 organic acids Chemical class 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
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- 150000001342 alkaline earth metals Chemical class 0.000 claims description 3
- 229920000229 biodegradable polyester Polymers 0.000 claims description 3
- 239000004622 biodegradable polyester Substances 0.000 claims description 3
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 3
- 239000000194 fatty acid Substances 0.000 claims description 3
- 229930195729 fatty acid Natural products 0.000 claims description 3
- 150000004679 hydroxides Chemical class 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 150000002739 metals Chemical class 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- PSHKMPUSSFXUIA-UHFFFAOYSA-N n,n-dimethylpyridin-2-amine Chemical compound CN(C)C1=CC=CC=N1 PSHKMPUSSFXUIA-UHFFFAOYSA-N 0.000 claims description 3
- 235000005985 organic acids Nutrition 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 150000005846 sugar alcohols Polymers 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims 2
- 150000007522 mineralic acids Chemical class 0.000 claims 2
- 239000004952 Polyamide Substances 0.000 claims 1
- 229910000831 Steel Inorganic materials 0.000 claims 1
- 150000001242 acetic acid derivatives Chemical class 0.000 claims 1
- 125000003158 alcohol group Chemical group 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 239000011229 interlayer Substances 0.000 claims 1
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- 229920001290 polyvinyl ester Polymers 0.000 claims 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims 1
- 150000004671 saturated fatty acids Chemical class 0.000 claims 1
- 235000003441 saturated fatty acids Nutrition 0.000 claims 1
- 239000010959 steel Substances 0.000 claims 1
- 230000007704 transition Effects 0.000 claims 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 10
- 230000000704 physical effect Effects 0.000 abstract description 5
- 238000000465 moulding Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 33
- 230000000052 comparative effect Effects 0.000 description 30
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 27
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 15
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- 238000002156 mixing Methods 0.000 description 11
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 229920003023 plastic Polymers 0.000 description 10
- 239000004033 plastic Substances 0.000 description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 9
- WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 description 9
- 229920002261 Corn starch Polymers 0.000 description 8
- 229920000881 Modified starch Polymers 0.000 description 8
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 8
- 229920002678 cellulose Polymers 0.000 description 8
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- 235000019426 modified starch Nutrition 0.000 description 8
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- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
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- 230000000694 effects Effects 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 238000005452 bending Methods 0.000 description 4
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- 238000003756 stirring Methods 0.000 description 4
- YZWRNSARCRTXDS-UHFFFAOYSA-N tripropionin Chemical compound CCC(=O)OCC(OC(=O)CC)COC(=O)CC YZWRNSARCRTXDS-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 150000008065 acid anhydrides Chemical class 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
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- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 239000007810 chemical reaction solvent Substances 0.000 description 3
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000010445 mica Substances 0.000 description 3
- 229910052618 mica group Inorganic materials 0.000 description 3
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- HPYNZHMRTTWQTB-UHFFFAOYSA-N 2,3-dimethylpyridine Chemical compound CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 2
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- 125000001931 aliphatic group Chemical group 0.000 description 2
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- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- GLVVKKSPKXTQRB-UHFFFAOYSA-N ethenyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC=C GLVVKKSPKXTQRB-UHFFFAOYSA-N 0.000 description 2
- BLCTWBJQROOONQ-UHFFFAOYSA-N ethenyl prop-2-enoate Chemical compound C=COC(=O)C=C BLCTWBJQROOONQ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
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- 230000007062 hydrolysis Effects 0.000 description 2
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- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
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- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- JWHLEDZGIPUFAC-UHFFFAOYSA-N 2-butoxycarbonylbenzoic acid Chemical compound CCCCOC(=O)C1=CC=CC=C1C(O)=O.CCCCOC(=O)C1=CC=CC=C1C(O)=O JWHLEDZGIPUFAC-UHFFFAOYSA-N 0.000 description 1
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 description 1
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- INJOMKTZOLKMBF-UHFFFAOYSA-N Guanfacine Chemical compound NC(=N)NC(=O)CC1=C(Cl)C=CC=C1Cl INJOMKTZOLKMBF-UHFFFAOYSA-N 0.000 description 1
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
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- 239000011521 glass Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229960002449 glycine Drugs 0.000 description 1
- 235000013905 glycine and its sodium salt Nutrition 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- LDHQCZJRKDOVOX-IHWYPQMZSA-N isocrotonic acid Chemical compound C\C=C/C(O)=O LDHQCZJRKDOVOX-IHWYPQMZSA-N 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 150000002696 manganese Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- LPNBBFKOUUSUDB-UHFFFAOYSA-M p-toluate Chemical compound CC1=CC=C(C([O-])=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-M 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- FLKPEMZONWLCSK-UHFFFAOYSA-N phthalic acid di-n-ethyl ester Natural products CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 1
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 1
- 239000005014 poly(hydroxyalkanoate) Substances 0.000 description 1
- 229920000747 poly(lactic acid) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920000903 polyhydroxyalkanoate Polymers 0.000 description 1
- 239000004626 polylactic acid Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- 235000011151 potassium sulphates Nutrition 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- PZQSQRCNMZGWFT-QXMHVHEDSA-N propan-2-yl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC(C)C PZQSQRCNMZGWFT-QXMHVHEDSA-N 0.000 description 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 235000021254 resistant starch Nutrition 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910001388 sodium aluminate Inorganic materials 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- JXKPEJDQGNYQSM-UHFFFAOYSA-M sodium propionate Chemical compound [Na+].CCC([O-])=O JXKPEJDQGNYQSM-UHFFFAOYSA-M 0.000 description 1
- 239000004324 sodium propionate Substances 0.000 description 1
- 235000010334 sodium propionate Nutrition 0.000 description 1
- 229960003212 sodium propionate Drugs 0.000 description 1
- KVCGISUBCHHTDD-UHFFFAOYSA-M sodium;4-methylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1 KVCGISUBCHHTDD-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000004628 starch-based polymer Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229940065385 tenex Drugs 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229940100445 wheat starch Drugs 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000002025 wood fiber Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/02—Esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L3/00—Compositions of starch, amylose or amylopectin or of their derivatives or degradation products
- C08L3/04—Starch derivatives, e.g. crosslinked derivatives
- C08L3/06—Esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/02—Esters
- C08B31/04—Esters of organic acids, e.g. alkenyl-succinated starch
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F281/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having carbon-to-carbon triple bonds as defined in group C08F38/00
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Catalysts (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27367994 | 1994-11-08 | ||
| JP27367994 | 1994-11-08 | ||
| JP7142029A JP2579843B2 (ja) | 1994-11-08 | 1995-06-08 | 澱粉エステルの製造方法、澱粉エステル、及び澱粉エステル組成物 |
| JP14202995 | 1995-06-08 | ||
| JP9502218 | 1995-10-30 | ||
| PCT/JP1995/002218 WO1996014342A1 (en) | 1994-11-08 | 1995-10-30 | Process for producing starch ester, starch ester, and starch ester composition |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI971912A0 FI971912A0 (fi) | 1997-05-05 |
| FI971912L FI971912L (fi) | 1997-06-24 |
| FI114986B true FI114986B (fi) | 2005-02-15 |
Family
ID=26474169
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI971912A FI114986B (fi) | 1994-11-08 | 1997-05-05 | Menetelmä tärkkelysestereiden valmistamiseksi, tärkkelysesterit ja tärkkelysesterikoostumukset |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5714601A (enExample) |
| EP (1) | EP0791604B1 (enExample) |
| JP (1) | JP2579843B2 (enExample) |
| KR (1) | KR100394410B1 (enExample) |
| AT (1) | ATE204584T1 (enExample) |
| AU (1) | AU692625B2 (enExample) |
| DE (1) | DE69522339T2 (enExample) |
| DK (1) | DK0791604T3 (enExample) |
| FI (1) | FI114986B (enExample) |
| WO (1) | WO1996014342A1 (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH10101465A (ja) * | 1996-09-25 | 1998-04-21 | Seto Seido Kk | 徐放性肥料 |
| JPH1094592A (ja) * | 1996-09-25 | 1998-04-14 | Nippon Koonsutaac Kk | 固形状芳香品 |
| FI107386B (fi) * | 1996-12-31 | 2001-07-31 | Valtion Teknillinen | Menetelmä tärkkelysesterien valmistamiseksi |
| JP2939586B1 (ja) * | 1998-11-25 | 1999-08-25 | 日本コーンスターチ株式会社 | 澱粉エステル |
| EP1035135B1 (de) * | 1999-03-05 | 2004-10-13 | Wolff Walsrode AG | Regioselektiv substituierte Ester von Oligo- und Polysacchariden und Verfahren zu ihrer Herstellung |
| JP4601111B2 (ja) * | 2000-01-02 | 2010-12-22 | 日本コーンスターチ株式会社 | 生分解性のモデルの製作方法 |
| US6833097B2 (en) * | 2000-01-03 | 2004-12-21 | Japan Corn Starch Co. Ltd. | Biodegradable block for models |
| FR2816310A1 (fr) * | 2000-11-06 | 2002-05-10 | Universit De Bretagne Sud | Procede d'obtention de nouveaux esters d'amidon et leurs applications |
| US7358828B2 (en) * | 2003-03-24 | 2008-04-15 | Advantest Corporation | Orthogonal modulation device, method, program, recording medium, and modulation device |
| JP5160040B2 (ja) * | 2005-02-28 | 2013-03-13 | 千葉製粉株式会社 | 糖脂肪酸エステルの製造方法 |
| JP5275042B2 (ja) * | 2006-01-06 | 2013-08-28 | コムストック、ボブ | ビニル脂肪酸エステルからの糖エステルの生成 |
| WO2008053820A1 (en) * | 2006-10-30 | 2008-05-08 | Japan Vam & Poval Co., Ltd. | Method for esterifying cellulose resin, modified cellulose resin obtained by the esterification method, and method for producing the modified cellulose resin |
| WO2010080612A1 (en) * | 2008-12-18 | 2010-07-15 | Wm. Wrigley Jr. Company | Chewing gum and gum bases containing highly substituted starch short chain carboxylates |
| FR2951177B1 (fr) * | 2009-10-09 | 2012-12-21 | Roquette Freres | Procede de preparation de derives acetyles de matiere amylacee |
| CN102702369B (zh) * | 2012-05-08 | 2014-04-02 | 华南理工大学 | 一种辛烯基琥珀酸淀粉酯的制备方法 |
| CN102649051A (zh) * | 2012-05-15 | 2012-08-29 | 西南科技大学 | 一种淀粉酯吸附材料的制备方法 |
| US9527928B2 (en) * | 2012-05-15 | 2016-12-27 | Archer-Daniels-Midland-Company | Anhydrous corn processing |
| ITTO20130570A1 (it) | 2013-07-08 | 2015-01-09 | Fond Istituto Italiano Di Tecnologia | Procedimento per la produzione di un bioelastomero composito, idrofobico, comprendente amido |
| CN103992518B (zh) * | 2014-04-30 | 2017-02-08 | 天津市天塑科技集团有限公司包装材料分公司 | 一种可生物降解的包装材料 |
| US20190264006A1 (en) * | 2015-12-22 | 2019-08-29 | Rhodia Acetow Gmbh | New plasticized compositions comprising cellulose acetate |
| JP2018053192A (ja) * | 2016-09-30 | 2018-04-05 | 日本コーンスターチ株式会社 | エステル化澱粉及び澱粉系プラスチック組成物 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2928828A (en) * | 1957-07-22 | 1960-03-15 | Staley Mfg Co A E | Acylation of hydroxy compounds with vinyl esters |
| US3022289A (en) * | 1959-02-13 | 1962-02-20 | Staley Mfg Co A E | Acylation of starch |
| US3318868A (en) * | 1965-06-21 | 1967-05-09 | Nat Starch Chem Corp | Process for the continuous acylation of amylose |
| US3795670A (en) * | 1973-03-05 | 1974-03-05 | Us Agriculture | Process for making starch triacetates |
| US4891404A (en) * | 1988-05-27 | 1990-01-02 | Purdue Research Foundation | Biodegradable graft copolymers |
| HUT66717A (en) * | 1991-03-19 | 1994-12-28 | Parke Davis & Co | Biodegradable compositions comprising starch derivatives, methods of making the compositions, and articles made from said composition |
| DE4114185C1 (enExample) * | 1991-04-30 | 1993-02-04 | Battelle-Institut E.V., 6000 Frankfurt, De | |
| CA2117885A1 (en) * | 1992-03-31 | 1993-10-14 | Gerd Borchers | Esterified starch composition |
| ATE176265T1 (de) * | 1992-10-07 | 1999-02-15 | Nat Starch Chem Invest | Mischungen aus stärkeestern und linearen polyestern |
| US5462983A (en) * | 1993-07-27 | 1995-10-31 | Evercorn, Inc. | Biodegradable moldable products and films comprising blends of starch esters and polyesters |
-
1995
- 1995-06-08 JP JP7142029A patent/JP2579843B2/ja not_active Expired - Fee Related
- 1995-10-30 AT AT95935586T patent/ATE204584T1/de active
- 1995-10-30 US US08/591,591 patent/US5714601A/en not_active Expired - Lifetime
- 1995-10-30 EP EP95935586A patent/EP0791604B1/en not_active Expired - Lifetime
- 1995-10-30 AU AU37545/95A patent/AU692625B2/en not_active Ceased
- 1995-10-30 KR KR1019970703050A patent/KR100394410B1/ko not_active Expired - Fee Related
- 1995-10-30 WO PCT/JP1995/002218 patent/WO1996014342A1/ja not_active Ceased
- 1995-10-30 DE DE69522339T patent/DE69522339T2/de not_active Expired - Lifetime
- 1995-10-30 DK DK95935586T patent/DK0791604T3/da active
-
1997
- 1997-05-05 FI FI971912A patent/FI114986B/fi not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0791604A4 (enExample) | 1997-08-27 |
| US5714601A (en) | 1998-02-03 |
| EP0791604B1 (en) | 2001-08-22 |
| ATE204584T1 (de) | 2001-09-15 |
| DE69522339D1 (de) | 2001-09-27 |
| WO1996014342A1 (en) | 1996-05-17 |
| KR100394410B1 (ko) | 2003-11-14 |
| AU3754595A (en) | 1996-05-31 |
| FI971912A0 (fi) | 1997-05-05 |
| FI971912L (fi) | 1997-06-24 |
| DE69522339T2 (de) | 2002-05-29 |
| KR970707164A (ko) | 1997-12-01 |
| AU692625B2 (en) | 1998-06-11 |
| DK0791604T3 (da) | 2001-10-29 |
| JP2579843B2 (ja) | 1997-02-12 |
| EP0791604A1 (en) | 1997-08-27 |
| JPH08188601A (ja) | 1996-07-23 |
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